(βR)-2-Chloro-β-hydroxy-β-methyl-4-nitro-1H-imidazole-1-propanol 1-Methanesulfonate - CAS 681490-92-6

Catalog:	BB062344
Product Name:	(βR)-2-Chloro-β-hydroxy-β-methyl-4-nitro-1H-imidazole-1-propanol 1-Methanesulfonate
CAS:	681490-92-6
Synonyms:	(betaR)-2-Chloro-beta-hydroxy-beta-methyl-4-nitro-1H-imidazole-1-propanol 1-Methanesulfonate; [(2R)-3-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxy-2-methylpropyl] methanesulfonate; (R)-2-chloro-1-(2-hydroxy-3-methanesulfonyloxy-2-methylpropyl)-4-nitroimidazole

Technical Data

IUPAC Name:	[(2R)-3-(2-chloro-4-nitroimidazol-1-yl)-2-hydroxy-2-methylpropyl] methanesulfonate
Description:	(βR)-2-Chloro-β-hydroxy-β-methyl-4-nitro-1H-imidazole-1-propanol 1-Methanesulfonate is an intermediate in the synthesis of Delamanid (D230660), a novel anti-tuberculosis medication that inhibits mycolic acid synthesis and shows potent in-vitro and in-vivo activity against drug-resistant strains of Mycobacterium tuberculosis.
Molecular Weight:	313.72
Molecular Formula:	C8H12ClN3O6S
Canonical SMILES:	CC(CN1C=C(N=C1Cl)[N+](=O)[O-])(COS(=O)(=O)C)O
InChI:	InChI=1S/C8H12ClN3O6S/c1-8(13,5-18-19(2,16)17)4-11-3-6(12(14)15)10-7(11)9/h3,13H,4-5H2,1-2H3/t8-/m1/s1
InChI Key:	INLLNAMLKDKKKW-MRVPVSSYSA-N
Solubility:	Chloroform, DCM
Appearance:	Off White Solid
References:	Sasaki, H., et al. J. Med. Chem., 49, 7854 (2006).

Complexity:	435
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	313.013534
Formal Charge:	0
Heavy Atom Count:	19
Hydrogen Bond Acceptor Count:	7
Hydrogen Bond Donor Count:	1
Isotope Atom Count:	0
Monoisotopic Mass:	313.013534
Rotatable Bond Count:	5
Topological Polar Surface Area:	136Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.1